Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Quinoline | HCID 7047 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 10352110 | HCID 10352110 | — |
Reaction Steps
Examples of suitable blocking groups which may be used throughout the present synthesis technique include acetyl ##STR23## and benzoyl ##STR24## groups. These groups may be introduced by reacting the compound of formula 5 with, respectively, such compounds as acetic anhydride or benzoyl chloride. The reaction is preferably conducted in a solvent which is a good acid receptor, such as pyridine, sodium hydroxide solution, or quinoline. Subsequent to the reaction, the solvent is removed under reduced pressure, and the residue is co-evaporated several times with toluene. The product is purified by distillation, recrystallization, and/or column chromatography. When the preferred reactant, acetic anhydride, is reacted with the compound of formula 5, 1,5-anhydro-3-oxo-4-O-acetyl-2,3,6-trideoxy-L-threo-hex-1-enitol is produced.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04301276 |
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| Source dataset | uspto-grants-1981_11 |
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| ORD ID | ord-fbd326e40367481a8d3b59d0cf8c476e |
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| Source note | uspto-grants-1981_11 |
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